Sulfuric Acid → HCID 67531479, compound

HRID 2388248Notes

Reaction equation

HRID 2388248 reaction equation
[CH2:1]([O:3][C:4](=[O:14])[C:5](=[O:13])[CH:6]([CH3:12])[C:7](=[N:10]O)[CH2:8][CH3:9])[CH3:2].S(=O)(=O)(O)O.C(=O)(O)[O-].[Na+]>C(O)C>[CH2:1]([O:3][C:4]([C:5]1[O:13][N:10]=[C:7]([CH2:8][CH3:9])[C:6]=1[CH3:12])=[O:14])[CH3:2]

Participants

5

Reactant 3

HCID 1118Sulfuric AcidHCID 516892Sodium BicarbonateHCID 86648131HCID 86648131, compound

Product 1

HCID 67531479HCID 67531479, compoundYield 97.9%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

4-Hydroxyimino-3-methyl-2-oxo-hexanoic acid ethyl ester (3.7 g, 18.4 mmol) and concentrated sulfuric acid (3 mL) were added to 50 mL of absolute ethanol and the mixture was refluxed for 16 hours. After the mixture cooled to room temperature, saturated sodium bicarbonate solution was added to neutralize the mixture. The product was extracted with CH2Cl2 and the combined organic layer was dried over MgSO4 and concentrated to give 3.3 g of the title compound. MS: (+) m/z 184.26 (M+1).

Workup

  1. temperaturethe mixture was refluxed for 16 hours
  2. extractionThe product was extracted with CH2Cl2
  3. dry with materialthe combined organic layer was dried over MgSO4
  4. concentrationconcentrated

Sources & evidence

ORD record
ord-0244af52bba74907b5d3fc906f2734ef
Source dataset
uspto-grants-2012_09
Patent number
US08269008B2

Reaction notes

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